Ooh, another good one to comment on!

V
I lost my virginity to a stripper in my bedroom when I was 18. One of my friends was visiting from out of town, and my parents were themselves out of town. This guy really wanted to get a stripper to come to my parents’ place, and had a bit of money - so he offered to cover it. Well, we looked in the classifieds, found what we were looking for, and a short time later a girl showed up.

This is how unprepared I was for having a pretty girl in my room: When she suggested to put on some music for her to dance to, I think I put on some random CD from a movie soundtrack.

Anyway, the deal was we’d each get a private show. I honestly hadn’t thought it would be anything other than fucking cool to have a naked (or semi-naked) girl grinding on me in my room; so, when Brandon - my friend - came out of his private dance (he went first, since he paid), his arms flailing about and saying, “Do you have any condoms?!”, I nearly lost my shit (this was, by the way, the summer the first American Pie movie was released).

I ran into my parents’ bedroom, finding a box of condoms in the same bedside cabinet drawer where my Dad kept his porn magazines, grabbed two, and gave one to Brandon. He finished sometime later, and then it was my turn.

I knew what was coming, now - or rather, who would be cumming next (me!). I was excited, nervous...and inept. The stripper, whose name was Lisa (you always remember your first), had to guide me along. I mean, she even had to suggest I grab her tiny-ish tits with my hands.

Sometime later, I was done, and I went out to greet Brandon while Lisa changed. We were both kinda speechless. We stood quietly as Lisa called whoever it was would pick her up, and when he arrived, she hugged us both and left.

GF
I didn’t have a true girlfriend until 5 years later. I had just moved to Israel, and I met a French girl, Sophie. I should say woman, ‘cause I was 23 and she was 29. Anyway, we met at an immigrant absorption center in Jerusalem, and my slim ass was in a bit of a competition for her affections with this guy Eli, a brawny New Yorker. I didn’t stand a chance.

Until I did. We were at a beach in Tel Aviv, with other friends, and Sophie called me out into the water. Farther and farther out we went, out to some breaker rocks protecting the beach. We got to talking, and suddenly she leaned forward and kissed me.

What followed was roughly five months of drama. We had a lot of sex, which led to some pregnancy scares. She had gorgeous breasts I loved suckling, and an angelic face that she didn’t take too kindly to having semen shot onto. We briefly got engaged, then broke up. I pined for her for years.

MY FIRST KOREAN
I was working at an English institute in Seoul, South Korea. I met a girl, Hyunjung, in one of my classes. I thought she was a high school student; it turned out she was 21 (I was 31), and a university student. As frequently happens in Korea, teacher and student became friends.

Then one night, I was out drinking all night with one of my South African friends, and Hyunjung - a.k.a. Sarah - was out all night with one of her friends who was about to go into the South Korean army to do his mandatory service. We’d been chatting all through the night, in between and at bars. I knew she was hanging out with her friend in my ‘hood.

After some struggles with getting a taxi to take me where I needed to go, I got home as dawn was breaking. It turned out that Sarah was waiting for the subways to open in a 24-hour hamburger joint near my house, and I offered to go out and wait with her. She thought it was too far, so I sent her a screenshot of a map showing that my place was close to her.

Her response? “I think I can find it!”

I was speechless, and then a few moments later, there she appeared on the street near my place...a huge smile on her face.

She came in, and fell asleep on my shoulder as we watched a movie on my MacBook. She woke up, we started kissing...and then one thing led to another, and she was just wearing her bra and panties. She stopped me, and said, “Do you like me?” I obviously did, and stated so.

That was the first time any girl ever swallowed my cum, too.

She later became my first Korean girlfriend, and what an adventure! She once went down on me in a cafe where you’d sit on the floor with blankets, which funnily enough wasn’t the first time I’d done anything sexual in public. That honor went to the French girl; we had sex in the bushes of Mount Zion in Jerusalem.

Sorry if I wrote too much!